Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

N1271

Sigma-Aldrich

Narasin from Streptomyces auriofaciens

≥98% (HPLC)

Synonym(s):

4-methylsalinomycin, Monteban, narasin A

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C43H72O11
CAS Number:
55134-13-9
Molecular Weight:
765.03
MDL number:
MFCD00133653
UNSPSC Code:
51102829
PubChem Substance ID:
24897476
NACRES:
NA.85

Quality Level

200

assay

≥98% (HPLC)

form

powder

solubility

methanol: soluble 20 mg/mL

antibiotic activity spectrum

Gram-positive bacteria
fungi
viruses

mode of action

cell membrane | interferes

storage temp.

−20°C

SMILES string

CCC(C1OC(C(C)CC1C)C(C)C(O)C(C)C(=O)C(CC)C2OC3(OC4(CCC(C)(O4)C5CCC(O)(CC)C(C)O5)C(O)C=C3)C(C)CC2C)C(O)=O

InChI

1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)

InChI key

VHKXXVVRRDYCIK-UHFFFAOYSA-N

Application

Narasin is a growth-promoting ionophoric antibacterial agent for Enterococci, specifically Enterococcus faecium and Enterococcus faecalis. It inhibits coccidial infection in poultry and mammals and is used in studies involving sodium calcium ion exchange.

Biochem/physiol Actions

Narasin administration in swine results in improved nitrogen digestibility, which decreases fecal nitrogen and increases the relative concentrations of propionic acid in the large intestine. Polyether ionophores, such as Narasin, have a hydrophilic interior and a hydrophobic exterior. The lipophilic ionophore attaches to the lipid rich cell membranes of Gram-positive bacteria. Ionophores bind Na+, K+, and H+ and facilitate their transfer across the bacterial cell membrane, resulting in an increase in H+ concentration on the inside of the Gram-positive cell. Therefore, the H+ ATPase pump is activated to transport out excess H+. The cell is depleted of its energy resources and reduces fermentative functions and cell division .

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Harold Campbell et al.
Journal of AOAC International, 89(5), 1229-1242 (2006-10-18)
A liquid chromatographic (LC) method for the analysis of monensin, narasin, and salinomycin in mineral premixes, supplements, and complete animal feeds at medicating and trace levels was collaboratively studied. The method uses methanol-water (90 + 10) extraction with mechanical shaking
P Butaye et al.
Antimicrobial agents and chemotherapy, 43(10), 2569-2570 (1999-10-03)
Susceptibility of Enterococcus faecium and Enterococcus faecalis strains from animals and foods to growth-promoting antibiotics used in animal feed was tested by the agar dilution technique. Acquired resistance to bacitracin, narasin, tylosin, and virginiamycin was seen for both species, and
Mervi Rokka et al.
Molecular nutrition & food research, 49(1), 38-42 (2004-11-13)
Laying hens were fed contaminated feed containing narasin 2.5 mg/kg for 21 days followed by a 7 day withdrawal period, hens in the control group were fed unmedicated feed. Eggs were collected during trial days 0, 3, 7, 14, 21
Alfred Thalmann et al.
Journal of AOAC International, 87(6), 1278-1286 (2005-01-29)
A reversed-phase liquid chromatography (LC) method for narasin in feedingstuffs and premixtures was developed, validated, and interlaboratory studied. The extraction solvent was methanol-K2HPO4 solution (9 + 1, v/v). Narasin was detected at 600 nm after post-column derivatization with dimethylamino-benzaldehyde. Recovery
Leen Mortier et al.
Rapid communications in mass spectrometry : RCM, 19(4), 533-539 (2005-01-19)
A sensitive and selective liquid chromatographic tandem mass spectrometric method (LC/MS/MS) for the simultaneous detection of the ionophoric coccidiostats narasin, monensin, lasalocid and salinomycin in whole eggs has been developed. A very simple sample preparation consisting of an extraction with
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service